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Hiring CDL Class A Truck Driver- Chicago IL

  •  Published date: March 8, 2026
    •  Location: Chicago, Illinois
  •  Company name: Wheeling Transportation Co...
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Job Overview

WHEELING TRANSPORTATION COMPANY

is hiring CDL Class A Truck Drivers

out of 

Palatine, IL, River Falls, WI, Madison, WI, South Bend, IN, Indianapolis, IN, Toledo, OH, Cincinnati, OH, Columbus, OH, Akron, OH, Pittsburgh, PA, Philadelphia, PA, Baltimore, MD, New York, NY, Boston, MA, Phoenix, AZ

About the Opportunity:

Wheeling Transportation Company is looking for experienced Over-the-Road CDL Class A Drivers to join our growing team. If you’re a professional driver looking for steady miles, competitive pay, and strong benefits, we want to hear from you.

What We Offer: 

  • $0.63 CPM (Loaded & Empty)

  • Average 2,700–3,200 miles per week

  • Pet Plan – bring your companion on the road

  • Delay Pay

  • Affordable Benefits – Medical, Dental, Vision & Life Insurance

  • 401(k) with Company Matching

  • Paid Holidays & Vacation Time

  • W2 position

  • Late model Freightliner Cascadia 2021-2025 equipped with XM radio.

    • Driver Requirements:

  • Valid CDL Class A License

  • 2+ years of recent, verifiable OTR experience

  • Clean MVR and PSP

    • Start earning great miles with a team that supports you every mile of the way!

    To apply and learn more, please complete the quick application to the right and if on a mobile device the application is below.


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